Best Seller
® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

® Burleigh Chelsea Leather/waterproof Boots|dress Shoes

Men's Ugg ® Burleigh Chelsea Leather/waterproof Boots|dress Shoes - Black - Casual boots The Burleigh Chelsea offers the fashionable presence of a sneaker with the functionality and sleek profile of a Chelsea boot. With a waterproof leather upper,... more

$180.00 $125.99

go to store
Matte Puddle Chelsea Boots

Matte Puddle Chelsea Boots

Men's Bottega Veneta Matte Puddle Chelsea Boots - Green - Casual boots Ankle-high waterproof rubber Chelsea boots in matte green. more

$820.00

FREE shipping

go to store
Best Seller
Character Chelsea Boot

Character Chelsea Boot

Men's Dune Character Chelsea Boot - Brown - Casual boots Shaped from creamy leather, this classic Chelsea boot is always in style. more

$175.00

FREE shipping

go to store
Character Chelsea Boot

Character Chelsea Boot

Men's Dune Character Chelsea Boot - Black - Casual boots Shaped from creamy leather, this classic Chelsea boot is always in style. more

$175.00

FREE shipping

go to store
Farsley Chelsea Boot

Farsley Chelsea Boot

Men's Barbour Farsley Chelsea Boot - Brown - Casual boots Burnished leather elevates a stylish Chelsea boot with clean, classic appeal. more

$220.00

FREE shipping

go to store
Characteristic Chelsea Boot

Characteristic Chelsea Boot

Men's Dune Characteristic Chelsea Boot - Black - Casual boots A clean, classic silhouette defines a stylish Chelsea boot with versatile appeal. more

$195.00

FREE shipping

go to store
Characteristic Chelsea Boot

Characteristic Chelsea Boot

Men's Dune Characteristic Chelsea Boot - Brown - Casual boots A clean, classic silhouette defines a stylish Chelsea boot with versatile appeal. more

$195.00

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 12 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 12 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 7.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 7.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Anacapa 2 Gore-tex® Waterproof Mid Hiking Shoe

Anacapa 2 Gore-tex® Waterproof Mid Hiking Shoe

Men's Hoka One One Anacapa 2 Gore-tex® Waterproof Mid Hiking Shoe - Natural - Casual boots Hit the trails in the robust support of this powerhouse all-condition hiker boot outfitted with Gore-Tex® waterproofing and a durable, cushioned sole. Featuring... more

$195.00

FREE shipping

go to store
Hi-line Chelsea Boot

Hi-line Chelsea Boot

Men's Sorel Hi-line Chelsea Boot - Black - Casual boots Waterproof suede and full-grain leather elevate this rugged Chelsea boot with double pull tabs for easy on-off. more

$175.00 $105.00

FREE shipping

go to store
Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot

Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot

Men's Clarks(r) Wallabee 2.0 Gore-tex® Waterproof Chukka Boot - Black - Casual boots Gore-Tex waterproof construction brings all-weather versatility to the iconic chukka boot grounded by a grippy Vibram® sole with cleated tread. more

$260.00

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10.5 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10.5 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 9.5 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Duran Ii Waterproof Leather Mid Hiking Boot

Duran Ii Waterproof Leather Mid Hiking Boot

Men's Keen Duran Ii Waterproof Leather Mid Hiking Boot - Brown - Casual boots A waterproof hiking boot features a premium leather upper with an EVA arch support footed and secure multi-directional lugged sole for superior comfort on your adventures.... more

$200.00 $150.00

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 12 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 12 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10.5 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10.5 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Columbia Newton Ridge Plus II Suede Waterproof Hiking Boots, Elk/Mountain Red SKU - 658686

Columbia Newton Ridge Plus II Suede Waterproof Hiking Boots, Elk/Mountain Red SKU - 658686

The Columbia Newton Ridge Plus II Hiking Boots feature a classic suede upper that gives a heritage feel to this lightweight and supportive hiking boot. Its intentionally built to seal out wet weather, deliver stability and flexibility where you need... more

$100.00

go to store
Columbia Newton Ridge Plus II Suede Waterproof Hiking Boots, Elk/Mountain Red SKU - 775463

Columbia Newton Ridge Plus II Suede Waterproof Hiking Boots, Elk/Mountain Red SKU - 775463

The Columbia Newton Ridge Plus II Hiking Boots feature a classic suede upper that gives a heritage feel to this lightweight and supportive hiking boot. Its intentionally built to seal out wet weather, deliver stability and flexibility where you need... more

$100.00

go to store
Columbia Newton Ridge Plus II Suede Waterproof Hiking Boots, Dark Gray/Gold Amber SKU - 188831

Columbia Newton Ridge Plus II Suede Waterproof Hiking Boots, Dark Gray/Gold Amber SKU - 188831

The Columbia Newton Ridge Plus II Hiking Boots feature a classic suede upper that gives a heritage feel to this lightweight and supportive hiking boot. Its intentionally built to seal out wet weather, deliver stability and flexibility where you need... more

$100.00 $60.00

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8 Brown Boot Medium

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 8 Brown Boot Medium

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 10 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11.5 Brown Boot W

Georgia Boot 6" DuraBlend Sport Waterproof Chelsea - Mens 11.5 Brown Boot W

*Work boot from Georgia Boot *Full-grain leather upper *3D knit stretch collar *Stretch gusset *Pull-on fit *DuraBlend midsole provides excellent rebound and comfort *Fiberglass shank *Heat/chemical/abrasion and slip-resisting Carbo-Tec outsole *1-1/2"... more

$154.95

FREE shipping

go to store
Nimbus Chelsea Rain Boot

Nimbus Chelsea Rain Boot

Men's Barbour Nimbus Chelsea Rain Boot - Black - Casual boots A classic silhouette is bolstered by a durable lug sole and mudguard on this rugged, ready-for-action rain boot. more

$100.00

FREE shipping

go to store
Nimbus Chelsea Rain Boot

Nimbus Chelsea Rain Boot

Men's Barbour Nimbus Chelsea Rain Boot - Black - Casual boots A classic silhouette is bolstered by a durable lug sole and mudguard on this rugged, ready-for-action rain boot. more

$100.00

FREE shipping

go to store
® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes

Men's Ugg ® Hillmont Chelsea Leather Cold Weather Boots|dress Shoes - Brown - Casual boots Sleek and functional, our take on a traditional chelsea silhouette incorporates seam-sealed waterproof leather for enhanced protection from the elements. Even... more

$190.00 $132.99

go to store
® Skyview Chelsea Suede Boots|dress Shoes

® Skyview Chelsea Suede Boots|dress Shoes

Men's Ugg ® Skyview Chelsea Suede Boots|dress Shoes - Brown - Casual boots Constructed from waterproof suede and reinforced with sealed seams, the Skyview promises protection against light showers. This timeless chelsea design is primed for the winter... more

$160.00 $111.99

go to store
Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 9 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 9 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$119.99 $69.99

go to store
Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 11 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Brown (Size 11 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$119.99 $69.99

go to store
Morris Chelsea Boot

Morris Chelsea Boot

Men's Clarks Morris Chelsea Boot - Black - Casual boots The Morris boot from Clarks will become a new staple in your cool weather wardrobe. The waterproof construction and layered Extreme Comfort footbed keep your feet protected and supported.... more

$129.99

FREE shipping

go to store
Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 10 1/2 W)

Wide Width Men's Deer Stags® Rockland Chelsea Boots by Deer Stags in Red Wood (Size 10 1/2 W)

These Deer Stags® Rockland Chelsea Boots are a must-have style for formal and casual situations. A memory foam sock and a grippy durable TPR outsole add cushion and support. Faux leatherMemory foam sock linerMoisture-wicking liningTPR outsolesPull-tabs... more

$90.99 $69.99

go to store
Ron Chelsea Boot

Ron Chelsea Boot

Men's Zanzara Ron Chelsea Boot - Brown - Casual boots Designed for comfort and style, these pull-on Chelsea boots are made of high quality leather while sitting on a classic grip sole. more

$192.50

FREE shipping

go to store

More information about Men's Shoes

Best prices on Classic casual ii waterproof chelsea in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.